N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

Base Information

Chemical Name:N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide
CAS No.:1383853-94-8
Molecular Formula:C₂₇H₂₈FN₃O₄S
Molecular Weight:509.601
Hs Code.:

Synonyms:N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

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Chemical Property of N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

Chemical Property:

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Technology Process of N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

There total 17 articles about N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.0%

: 1383853-95-9
5-cyclopropyl-2-(4-fluorophenyl)-6-(N-isopentylmethylsulfonamido)benzofuran-3-carboximidamide

: 623-47-2
propynoic acid ethyl ester

: 1383853-94-8
N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

Guidance literature:: 5-cyclopropyl-2-(4-fluorophenyl)-6-(N-isopentylmethylsulfonamido)benzofuran-3-carboximidamide; propynoic acid ethyl ester; In ethanol; at 60 ℃; for 0.25h; Inert atmosphere;

With potassium hydroxide; In ethanol; at 80 ℃; for 16h; Inert atmosphere;

Reference yield:

: 403-42-9
1-(4-fluorophenyl)ethanone

: 1383853-94-8
N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

Guidance literature:: Multi-step reaction with 17 steps

1.1: potassium tert-butylate / toluene / 78 °C / Inert atmosphere

1.2: 78 °C / Inert atmosphere

1.3: 78 °C / Inert atmosphere

2.1: zinc(II) chloride / tetrahydrofuran; toluene / 6 h / Reflux; Inert atmosphere

3.1: 1-methyl-pyrrolidin-2-one; caesium carbonate / 4 h / 50 °C / Inert atmosphere

4.1: nitric acid / chloroform / 1 h / 0 - 20 °C

5.1: boron trichloride / dichloromethane / 1 h / 0 - 20 °C

5.2: 20 °C

6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h

7.1: potassium fluoride dihydrate; sodium bromide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 18 h / 125 °C / Inert atmosphere; sealed vessel

8.1: iron; ammonium chloride / tetrahydrofuran; ethanol; water / 1.5 h / Inert atmosphere; Reflux

9.1: pyridine / dichloromethane / 3.33 h / 20 °C / Inert atmosphere

10.1: potassium carbonate / dimethyl sulfoxide / 3 h / Inert atmosphere

11.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h

11.2: 0.33 h

12.1: dipyridinium dichromate / dichloromethane / 3 h

13.1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / 2.5 h / Reflux

14.1: acetic anhydride / 16 h / 135 °C

15.1: hydroxylamine / ethanol; water / 0.5 h / 140 °C / microwave tube; sealed tube

16.1: ammonium formate; acetic acid / palladium 10% on activated carbon / 2.5 h / 120 °C

16.2: pH 12

17.1: ethanol / 0.25 h / 60 °C / Inert atmosphere

17.2: 16 h / 80 °C / Inert atmosphere

With pyridine; 1-methyl-pyrrolidin-2-one; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; potassium fluoride dihydrate; hydroxylamine hydrochloride; potassium tert-butylate; hydroxylamine; nitric acid; ammonium formate; acetic anhydride; boron trichloride; iron; sodium carbonate; potassium carbonate; ammonium chloride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium bromide; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; toluene;

Reference yield:

: 1999-00-4
ethyl 3-(4'-fluorophenyl)-3-oxopropionate

: 1383853-94-8
N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-yl)-1-benzofuran-6-yl]-N-(3-methylbutyl)methane sulfonamide

Guidance literature:: Multi-step reaction with 16 steps

1.1: zinc(II) chloride / tetrahydrofuran; toluene / 6 h / Reflux; Inert atmosphere

2.1: 1-methyl-pyrrolidin-2-one; caesium carbonate / 4 h / 50 °C / Inert atmosphere

3.1: nitric acid / chloroform / 1 h / 0 - 20 °C

4.1: boron trichloride / dichloromethane / 1 h / 0 - 20 °C

4.2: 20 °C

5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h

6.1: potassium fluoride dihydrate; sodium bromide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 18 h / 125 °C / Inert atmosphere; sealed vessel

7.1: iron; ammonium chloride / tetrahydrofuran; ethanol; water / 1.5 h / Inert atmosphere; Reflux

8.1: pyridine / dichloromethane / 3.33 h / 20 °C / Inert atmosphere

9.1: potassium carbonate / dimethyl sulfoxide / 3 h / Inert atmosphere

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h

10.2: 0.33 h

11.1: dipyridinium dichromate / dichloromethane / 3 h

12.1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / 2.5 h / Reflux

13.1: acetic anhydride / 16 h / 135 °C

14.1: hydroxylamine / ethanol; water / 0.5 h / 140 °C / microwave tube; sealed tube

15.1: ammonium formate; acetic acid / palladium 10% on activated carbon / 2.5 h / 120 °C

15.2: pH 12

16.1: ethanol / 0.25 h / 60 °C / Inert atmosphere

16.2: 16 h / 80 °C / Inert atmosphere

With pyridine; 1-methyl-pyrrolidin-2-one; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; potassium fluoride dihydrate; hydroxylamine hydrochloride; hydroxylamine; nitric acid; ammonium formate; acetic anhydride; boron trichloride; iron; sodium carbonate; potassium carbonate; ammonium chloride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium bromide; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; toluene;